ATE409232T1 - NEW CYTOCHROME P450 MONOOXYGENASES AND THEIR USE FOR OXIDATION OF ORGANIC COMPOUNDS - Google Patents

NEW CYTOCHROME P450 MONOOXYGENASES AND THEIR USE FOR OXIDATION OF ORGANIC COMPOUNDS

Info

Publication number
ATE409232T1
ATE409232T1 AT00956319T AT00956319T ATE409232T1 AT E409232 T1 ATE409232 T1 AT E409232T1 AT 00956319 T AT00956319 T AT 00956319T AT 00956319 T AT00956319 T AT 00956319T AT E409232 T1 ATE409232 T1 AT E409232T1
Authority
AT
Austria
Prior art keywords
monooxygenases
oxidation
organic compounds
methods
relates
Prior art date
Application number
AT00956319T
Other languages
German (de)
Inventor
Bernhard Hauer
Juergen Pleiss
Ulrich Schwaneberg
Jutta Schmitt
Markus Fischer
Rolf Schmid
Qing-Shan Li
Daniel Appel
Original Assignee
Basf Se
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE19935115A external-priority patent/DE19935115A1/en
Priority claimed from DE19955605A external-priority patent/DE19955605A1/en
Priority claimed from DE10014085A external-priority patent/DE10014085A1/en
Application filed by Basf Se filed Critical Basf Se
Application granted granted Critical
Publication of ATE409232T1 publication Critical patent/ATE409232T1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/0004—Oxidoreductases (1.)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/0004—Oxidoreductases (1.)
    • C12N9/0071—Oxidoreductases (1.) acting on paired donors with incorporation of molecular oxygen (1.14)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/10—Nitrogen as only ring hetero atom
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
    • C12P17/16—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing two or more hetero rings
    • C12P17/165—Heterorings having nitrogen atoms as the only ring heteroatoms
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/22—Preparation of oxygen-containing organic compounds containing a hydroxy group aromatic
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00—Preparation of oxygen-containing organic compounds
    • C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
    • C12P7/6409—Fatty acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/26—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving oxidoreductase
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90—Enzymes; Proenzymes
    • G01N2333/902—Oxidoreductases (1.)
    • G01N2333/90245—Oxidoreductases (1.) acting on paired donors with incorporation of molecular oxygen (1.14)

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Genetics & Genomics (AREA)
  • Microbiology (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Biotechnology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Medicinal Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Biophysics (AREA)
  • Immunology (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Apparatus Associated With Microorganisms And Enzymes (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention relates to novel cytochrome P450 monooxygenases comprising a modified substrate specificity, to nucleotide sequences which code therefor, to expression constructs and vectors containing these sequences, and to microorganisms transformed therewith. The invention also relates to methods for microbiologically oxidizing different organic substrates, such as methods for producing indigo and indirubin.
AT00956319T 1999-07-27 2000-07-27 NEW CYTOCHROME P450 MONOOXYGENASES AND THEIR USE FOR OXIDATION OF ORGANIC COMPOUNDS ATE409232T1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19935115A DE19935115A1 (en) 1999-07-27 1999-07-27 Cytochrome P450 monooxygenase for oxidizing organic compounds, useful especially for converting indole to indigo, has wide substrate range
DE19955605A DE19955605A1 (en) 1999-11-18 1999-11-18 Cytochrome P450 monooxygenase for oxidizing organic compounds, useful especially for converting indole to indigo, has wide substrate range
DE10014085A DE10014085A1 (en) 2000-03-22 2000-03-22 Cytochrome P450 monooxygenase for oxidizing organic compounds, useful especially for converting indole to indigo, has wide substrate range

Publications (1)

Publication Number Publication Date
ATE409232T1 true ATE409232T1 (en) 2008-10-15

Family

ID=27213745

Family Applications (1)

Application Number Title Priority Date Filing Date
AT00956319T ATE409232T1 (en) 1999-07-27 2000-07-27 NEW CYTOCHROME P450 MONOOXYGENASES AND THEIR USE FOR OXIDATION OF ORGANIC COMPOUNDS

Country Status (18)

Country Link
US (1) US7960155B1 (en)
EP (1) EP1196605B1 (en)
JP (1) JP4791664B2 (en)
KR (2) KR20070041792A (en)
CN (1) CN1183252C (en)
AT (1) ATE409232T1 (en)
AU (1) AU780694B2 (en)
BR (1) BR0012772B1 (en)
CA (1) CA2380186C (en)
DE (1) DE50015373D1 (en)
EE (1) EE200200048A (en)
ES (1) ES2311470T3 (en)
HU (1) HU229450B1 (en)
IL (2) IL147580A0 (en)
MY (1) MY126592A (en)
NO (1) NO20020380L (en)
UA (1) UA76701C2 (en)
WO (1) WO2001007630A1 (en)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE50014590D1 (en) * 1999-07-27 2007-10-04 Basf Ag MODIFIED CYTOCHROM P450 MONOOXYGENASES
US7214520B2 (en) 2000-07-18 2007-05-08 National Research Council Of Canada Cloning, sequencing and expression of a comamonas cyclopentanone 1,2-monooxygenase-encoding gene in Escherichia coli
DE10051175A1 (en) 2000-10-16 2002-05-02 Basf Ag Cytochrome P450 monoxygenases from thermophilic bacteria
DE10321082A1 (en) * 2003-05-09 2004-11-25 Basf Ag Process for the preparation of a hydroxylation catalyst and its use
KR100564158B1 (en) * 2004-07-23 2006-03-24 주식회사 진켐 Cytochrome P450 Enzyme and Genes Encoding It
DE102004042102A1 (en) * 2004-08-30 2006-03-09 GESELLSCHAFT FüR BIOTECHNOLOGISCHE FORSCHUNG MBH (GBF) Process for regio-selective oxidation
US8715988B2 (en) * 2005-03-28 2014-05-06 California Institute Of Technology Alkane oxidation by modified hydroxylases
CN100400652C (en) * 2005-07-21 2008-07-09 南开大学 Efficient pyrene-degrading genetically engineered bacteria and its construction
CN100429314C (en) * 2006-04-18 2008-10-29 浙江大学 Plasmid pET28a(+)-P450BM3-gdh0310 capable of catalytic preparing indigo from indole, preparation process and use thereof
US20100047533A1 (en) * 2006-07-27 2010-02-25 Eva Almansa Biocatalytic Hydrophilization of Polyolefines
GB0719620D0 (en) 2007-10-08 2007-11-14 Isis Innovation Mutant Enzymes
KR100975404B1 (en) * 2008-02-28 2010-08-11 주식회사 종합건축사사무소근정 Block fence prop and construction method
CN101333521B (en) * 2008-04-25 2010-12-15 浙江大学 Cytochrome P450BM-3D168W variant enzyme and method for preparing indirubin by using it
DE102008054918A1 (en) * 2008-12-18 2010-07-01 Evonik Degussa Gmbh Process for the enzymatic conversion of alkanes
CN101580821B (en) * 2009-01-19 2011-04-27 广东省微生物研究所 2-naphthoic acid monooxygenase for the preparation of anticancer drug indirubin
EP2426198A1 (en) 2010-09-03 2012-03-07 B.R.A.I.N. Biotechnology Research And Information Network AG Cytochrome P450 monooxygenase variants
CN102154234A (en) * 2011-01-18 2011-08-17 浙江大学 Cytochrome P450 monooxygenase with polycyclic aromatic hydrocarbon hydroxylase-like activity
CN103146596A (en) * 2012-12-14 2013-06-12 徐州工程学院 Dedicated bacterial strains for producing indigo blue pigments
WO2014100251A1 (en) * 2012-12-18 2014-06-26 California Institute Of Technology A cytochrome p450-based biodesulfurization pathway
EP3607076A1 (en) 2017-04-07 2020-02-12 DSM IP Assets B.V. Regioselective hydroxylation of isophorone and further conversion to ketoisophorone
US10975243B2 (en) 2018-12-28 2021-04-13 Industrial Technology Research Institute Genetically modified microorganism and method for producing indigo dye
EP3858986A1 (en) 2020-02-03 2021-08-04 Bayer Aktiengesellschaft P450 bm3 monooxygenase variants for c19-hydroxylation of steroids
US11345818B1 (en) 2020-12-29 2022-05-31 Industrial Technology Research Institute Dye for fiber and dyeing method
US20250388941A1 (en) * 2022-06-27 2025-12-25 Amano Enzyme Inc. Polypeptide, oxygenase, and application thereof

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9422205D0 (en) * 1994-11-03 1994-12-21 British Gas Plc Enzyme mutant and method
DE19507546C2 (en) * 1995-03-03 2001-05-03 Max Delbrueck Centrum Process for the regioselective hydroxylation of long-chain alkanes, fatty acids and other alkyl compounds
US5691171A (en) * 1995-10-23 1997-11-25 Board Of Trustees Operating Michigan State University Method for production of indigo and indirubin dyes
GB2306485B (en) 1995-11-01 1998-12-09 British Gas Plc Enzyme mutant
JP2002522072A (en) * 1998-08-12 2002-07-23 マキシジェン， インコーポレイテッド DNA shuffling of monooxygenase gene for production of industrial chemicals.
GB9825421D0 (en) 1998-11-19 1999-01-13 Isis Innovation Process for oxidising terpenes
DE50014590D1 (en) * 1999-07-27 2007-10-04 Basf Ag MODIFIED CYTOCHROM P450 MONOOXYGENASES

Also Published As

Publication number Publication date
CA2380186C (en) 2012-03-13
DE50015373D1 (en) 2008-11-06
EE200200048A (en) 2003-04-15
AU780694B2 (en) 2005-04-14
IL147580A0 (en) 2002-08-14
ES2311470T3 (en) 2009-02-16
US7960155B1 (en) 2011-06-14
UA76701C2 (en) 2006-09-15
EP1196605B1 (en) 2008-09-24
BR0012772B1 (en) 2013-05-28
MY126592A (en) 2006-10-31
NO20020380D0 (en) 2002-01-24
HU229450B1 (en) 2013-12-30
CN1365393A (en) 2002-08-21
BR0012772A (en) 2002-04-02
HUP0202074A3 (en) 2010-01-28
IL147580A (en) 2013-12-31
NO20020380L (en) 2002-03-22
KR100740368B1 (en) 2007-07-16
AU6830700A (en) 2001-02-13
EP1196605A1 (en) 2002-04-17
CA2380186A1 (en) 2001-02-01
KR20020016924A (en) 2002-03-06
KR20070041792A (en) 2007-04-19
JP4791664B2 (en) 2011-10-12
WO2001007630A1 (en) 2001-02-01
HUP0202074A2 (en) 2002-09-28
JP2003521889A (en) 2003-07-22
CN1183252C (en) 2005-01-05

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